Reaktion #417726

Reaktionsgleichung

1-chloro-2-ethoxyethane

3-[(2-methyl-3-furanyl)methyl]-N-(4-piperidinyl)-3H-imidazo[4,5-b]pyridin-2-amine

sodium carbonate

N,N-dimethylformamide

→

N-[1-(2-ethoxyethyl)-4-piperidinyl]-3-[(2-methyl-3-furanyl)methyl]-3H-imidazo-[4,5-b]pyridin-2-amine dihydrate

Ausbeute 38.1%

Lösungsmittel

water

—

Petroleum ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGafter stirring
2. 2
   Filtrationthe crystallized product was filtered off
3. 3
   Waschenwashed with water and petroleum ether
4. 4
   workup.STIRRINGstirred in 1,1'-oxybisethane
5. 5
   FiltrationThe product was filtered off
6. 6
   Sonstigedried at room temperature

Vorschrift

A mixture of 1.2 parts of 1-chloro-2-ethoxyethane, 3.1 parts of 3-[(2-methyl-3-furanyl)methyl]-N-(4-piperidinyl)-3H-imidazo[4,5-b]pyridin-2-amine, 1.6 parts of sodium carbonate and 45 parts of N,N-dimethylformamide was stirred overnight at 70° C. The reaction mixture was poured into 50 parts of water. Petroleum ether was added and after stirring, the crystallized product was filtered off, washed with water and petroleum ether and stirred in 1,1'-oxybisethane. The product was filtered off and dried at room temperature, yielding 1.6 parts (38.1%) of N-[1-(2-ethoxyethyl)-4-piperidinyl]-3-[(2-methyl-3-furanyl)methyl]-3H-imidazo-[4,5-b]pyridin-2-amine dihydrate; mp. 84.5° C. (compound 32).

Quelle